U.S. Custom House (San Juan, Puerto Rico)

The Jose V. Toledo Federal Building and United States Courthouse is a historic post office and courthouse located at Old San Juan, Puerto Rico. It is a courthouse for the United States District Court for the District of Puerto Rico. It is also the site for oral argument before the United States Court of Appeals for the First Circuit, when that court sits in Puerto Rico.

Santa Ana Church (Spanish: Iglesia de Santa Ana), popularly known as Capilla de Santa Ana, is a historic 17th century Catholic church located in Old San Juan in San Juan, Puerto Rico.This often-missed church is located on Tetuan Street close to the Art Deco-style Banco Popular building. The church, one of the oldest in San Juan, is famous for its pink color, simple yet elegant interior design and its arches. According to historian Maria de los Angeles Castro the church might have been decorated with frescoes created by renown 18th century artist José Campeche. The church is open to visitors and still hosts religious services.

Puerto Rico Ilustrado/El Mundo Building (Spanish: Edificio El Mundo/Puerto Rico Ilustrado) is a historic Art Deco high-rise building located in the Old San Juan historic district of the city of San Juan, Puerto Rico. The building was erected in 1923 to serve as the headquarters of the El Mundo newspaper and the Puerto Rico Ilustrado magazine. The architecture of the building blends numerous styles that represent the conjunction of various artistic movements and architectural schools of the late 19th century and the early 20th century. It is located in a high-rise block that faces the elevated La Palma Bastion portion of the city wall of San Juan which, when observed from beyond, makes the building look taller than it is in reality. The building was added to the National Register of Historic Places in 1997 for its architectural and historic importance.

Capilla del Cristo (Chapel of Christ), also called Capilla del Santo Cristo de la Salud is a small chapel / museum located in the Old San Juan Historic District of Puerto Rico. Built in the 18th century and saved from demolition in the 20th century, the structure has become a cultural icon of Puerto Rico. Most of the articles located at its altar are from 1753. Travel guides list Capilla del Cristo as one of the must-see places of Old San Juan.

The Plaza de Armas of San Juan is one of the main squares in San Juan, the capital of Puerto Rico. It is located on San José Street in Old San Juan, and was designed to serve as the original main square for the city. San Juan City Hall is located to the north of the square, while the Puerto Rico Department of State lies at the west. The square's main feature is a round fountain with four marble statues representing "The Four Seasons", originally placed in the four corners of the square, which had been commissioned in 1856 to the "motherland", to be placed in Paseo La Princesa esplanade in Old San Juan.

The Superintendent of Lighthouses' Dwelling is an early 20th-century hacienda-style building located in the San Juan Coast Guard Station of La Puntilla in the Marina subdistrict (subbarrio) of Old San Juan. Although the exact date of construction is not known, deteriorated plan drawings of the old United States Naval Base that previously occupied the site of the coast guard station show that the building might have been built either in 1903 or 1908 as part of the regional lighthouses' depot. The building and its surroundings were identified as the Lighthouse Reservation at La Puntilla, with one of its earliest occupants, U.S. Lighthouse Superintendent J. P. Dillon signing and approving plan drawings by the Corps of Engineers. Although the architectural style is inspired in Spanish Revival haciendas found in both private and public buildings the United States, the specific "hacienda-style", as described by the U.S. government survey, was not indigenous nor common in Puerto Rico at the time, and the building and surrounding landscape represents the first design of its kind in the island after 1898.

San Juan City Hall (Spanish: Casa de la Alcaldía de San Juan, or just Alcaldía de San Juan) is the seat of government for the Autonomous Municipality of San Juan in Puerto Rico. The city hall is located in Old San Juan, in front of the Plaza de Armas and next to the Palace of the Royal Intendancy, which today hosts the Puerto Rico Department of State. The San Juan City Hall was built in stages from 1604 to 1789. It went through numerous additions and expansions throughout its history. Its current structure and façade by the square, inspired by the Casa de la Panadería in the Plaza Mayor of Madrid, dates to 1840 and was designed by architect Pedro García.

The Port of San Juan (Spanish: Puerto de San Juan) is a seaport facility located in the metropolitan area of San Juan, Puerto Rico. The "Port of San Juan" is the general name used to call various passenger and cargo facilities located in lands around the San Juan Bay (Bahía de San Juan). The port is composed of a total of sixteen piers, of which eight are used for passenger ships and eight for cargo ships. The port's facilities, in addition to, Luis Muñoz Marín International Airport and the Cataño Ferry "Lancha de Cataño" services, are property of the Puerto Rico Ports Authority. The bay and its docks are located along San Antonio Canal, a narrow navigable section of San Juan Bay lying south of Old San Juan and San Juan island, and north and west of the Puerto Rico Convention Center District and Isla Grande Airport. The municipalities of Cataño, Guaynabo and San Juan compose the south side of the bay and port.

Paseo de la Princesa (English: Promenade of the Princess or Princess Promenade), is a partially waterside 19th-century pedestrian promenade about .50 miles (0.80 km) in length located in the historic district of Old San Juan in Puerto Rico that is lined with Victorian lampposts and benches, large trees and gardens, and varying fountains and sculptures, and host to food and artisan street vendors, musical and theatrical street entertainers, and cultural restaurants and festivals. Constructed between 1852 and 1854 in honor of Queen Isabella II of Spain’s first-born, Princess of Asturias Infanta Isabel, the promenade runs adjacent and parallel to the southwestern section of the Walls of Old San Juan, passing by the Antigua Prisión La Princesa (The Princess Old Prison) from 1837, currently housing the Puerto Rico Tourism Company, and through the sculptural fountain Raíces (Roots), representing Puerto Rican identity since 1992, and ending at Puerta de San Juan (San Juan Gate), the starting location of Paseo del Morro (Promenade of the Morro). The promenade starts at Bastión de la Derecha de San Justo y Pastor (Left-side Bastion of San Justo and Pastor) on the Walls of Old San Juan in Marina, the southernmost sub-barrio in Old San Juan on the San Juan Islet, passing through the popular Fuente Raíces (Roots Fountain), a large sculptural fountain overlooking San Juan Bay since 1992 that represents Puerto Rican identity, a mixture of Taino, Spanish, and Sub-Saharan African ancestry and culture, and ending in the southwestern sub-barrio of Catedral in Old San Juan at the beginning of the western section of the Walls of Old San Juan at Puerta de San Juan (San Juan Gate), formerly known as Puerta de Agua (Water Gate), which lies next to La Fortaleza, the 16th-century executive residence of the Governor of Puerto Rico, and is the starting location of Paseo del Morro (Promenade of the Morro), the waterfront promenade covering the rest of the western section of the defensive walls, culminating on Punta del Morro (Morro Point) at the bottom of Castillo San Felipe del Morro at the westernmost position on San Juan Islet overlooking the entrance to San Juan Bay, the Bar Channel.

Edificio Patio Español (Spanish for 'building of the Spanish courtyard'), also known as La Filarmónica Building, is a mixed-use building located in the Old San Juan historic district of the city of San Juan, Puerto Rico. It was designed in a Spanish Mission Revival-style by civil engineer Eduardo Fossas López and built in 1937 with the purpose of refilling an emptied lot of the old city with a structure that resembled and referenced the Spanish Colonial architecture around it. This emptied lot was formerly the site of a meeting house for a group called Sociedad La Filarmónica ('Society of the Philharmonic'), a scholarly club that was founded by Manuel de Elzaburú and Alejandro Tapia y Rivera with the intention of promoting cultural activities in the city of San Juan. The Patio Español building was added to the National Register of Historic Places in 2005.

San Francisco, within Old San Juan, is one of the 7 subbarrios of San Juan Antiguo barrio in the municipality of San Juan in Puerto Rico. A historic church, the Church of Saint Francis of Assisi, is located in San Francisco.

The Department of State of Puerto Rico was created in July 1952 and is responsible of promoting the cultural, political, and economical relations between Puerto Rico, other jurisdictions of the United States and foreign countries.